A facile synthesis of 2,3-disubstituted pyrrolo[2,3-b]pyridines via palladium-catalyzed heteroannulation with internal alkynes

被引：108

作者：

Park, SS

Choi, JK

Yum, EK ^{[1
]}

Ha, DC

机构：

[1] Korea Res Inst Chem Technol, Bioorgan Sci Div, Taejon 305600, South Korea

[2] Korea Univ, Dept Chem, Seoul 136701, South Korea

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 07期

关键词：

D O I：

10.1016/S0040-4039(97)10662-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2,3-Disubstituted pyrrolo[2,3-b]pyridines were synthesized by palladium-catalyzed heteroannulation of 2-amino-3-iodopyridine derivatives and internal alkynes with Pd(OAc)(2), LiCl, and KOAc in DMF. The 2-trimethylsilyl-3-methylpyrrolo[2,3-b]-pyridine was transformed to 2-substituted-3-methylpyrrolo[2,3-b]pyridines. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：627 / 630

页数：4

共 21 条

[1] REACTIONS OF BETA-(LITHIOMETHYL)AZINES WITH NITRILES AS A ROUTE TO PYRROLOPYRIDINES, PYRROLOQUINOLINES, PYRROLOPYRAZINES, PYRROLOQUINOXALINES AND PYRROLOPYRIMIDINES
DAVIS, ML
WAKEFIELD, BJ
WARDELL, JA
[J]. TETRAHEDRON, 1992, 48 (05) : 939 - 952
[2] METALATION SRN1 COUPLING IN HETEROCYCLIC SYNTHESIS - A CONVENIENT METHODOLOGY FOR RING FUNCTIONALIZATION
ESTEL, L
MARSAIS, F
QUEGUINER, G
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (12) : 2740 - 2744
[3] GRIBBLE GW, 1993, HETEROCYCLES, V35, P151
[4] Hands D, 1996, SYNTHESIS-STUTTGART, P877
[5] TRANSITION-METALS IN THE SYNTHESIS AND FUNCTIONALIZATION OF INDOLES
HEGEDUS, LS
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (09): : 1113 - 1226
[6] A NOVEL-APPROACH TO BZ-SUBSTITUTED TRYPTOPHANS VIA PD-CATALYZED COUPLING ANNULATION
JESCHKE, T
WENSBO, D
ANNBY, U
GRONOWITZ, S
COHEN, LA
[J]. TETRAHEDRON LETTERS, 1993, 34 (40) : 6471 - 6474
[7] KALNIN VN, 1992, SYNTHESIS-STUTTGART, P415
[8] KATRITZKY AR, 1968, ADV HETEROCYCLIC CHE, V19, pCH2
[9] A SIMPLE METHOD FOR THE PROTECTION OF ARYL AMINES AS THEIR T-BUTYLCARBAMOYL (BOC) DERIVATIVES
KELLY, TA
MCNEIL, DW
[J]. TETRAHEDRON LETTERS, 1994, 35 (48) : 9003 - 9006
[10] SYNTHESIS OF 7-AZAINDOLE AND 7-AZAOXINDOLE DERIVATIVES THROUGH A PALLADIUM-CATALYZED CROSS-COUPLING REACTION
KUMAR, V
DORITY, JA
BACON, ER
SINGH, B
LESHER, GY
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (25) : 6995 - 6998

← 1 2 3 →